
Holiday rentals with a pool in Oregon
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Top-rated rentals with a pool in Oregon
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Seascape Coastal Retreat
Relax in a luxury oceanfront condominium in scenic Depoe Bay Oregon, the Whale Watching Capital of the US. Enjoy your 2-bedroom, 2-bath home, as well as access to the private clubhouse, indoor swimming pool, hot tub, gym, theater and game room. Watch whales, boats and inspiring sunsets from the comfort of your living room and patio. Enjoy legendary restaurants, shops , golfing, fishing and whale watching excursions nearby. Fogarty Creek State Recreation area and beach is a short drive north.

Spacious Mt. Hood Studio Retreat
This studio is located in Welches, OR. It is the perfect location to access recreational activities in the Mt Hood area - only 18 minutes from Skibowl and 30 minutes from Timberline or Meadows. The studio is located on the second floor inside the main house and shares a common entry. It features a private bathroom and includes amenities such as Wi-Fi, smart TV, mini fridge, microwave, coffee maker, and electric kettle We live in the main house, so you may occasionally hear footsteps STR798-22

Tiny Groove with plunge pool and soaking tubs
A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Oceanfront Studio, King Bed, Full Kitchen-Downtown
"Saving Pirate Ryan”, Unit 102, is a ground floor studio with an amazing ocean view and a patio for relaxing and watching the waves. This condo is one of the few ground floor units that boast a King bed and a walk-in shower. Saving Pirate Ryan comes equipped with a fully stocked kitchenette featuring a full-sized refrigerator, stovetop and oven, drip coffee pot, and microwave, as well as a small dining table to allow you to enjoy an oceanfront dining experience from the comfort of your condo.

Beautiful, Magical, Treehouse
"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Modern Cabin - Hot Tub/Dog Friendly/Walk to River
Experience our modern cabin nestled among the trees. This cozy retreat blends modern amenities with the beauty of nature. Relax in the hot tub, gather by the bonfire pit, or enjoy our brand-new gas firepit on deck. Enjoy the comfort of our lounge seating, perfect for unwinding after a day of adventure. The Sandy River and miles of trails are steps away. Inside there are 2 bedrooms + a loft with 4 twin beds, a wood-burning stove, a spacious living area, TV, games, and a fully-equipped kitchen.

2BR Dog friendly Mount Hood cabin with hot tub!
This magical cabin is nestled near the Sandy River on the edge of Mount Hood National Forest. A mountain oasis offering all of the amenities of home yet tucked in the heart of the forest. The enchanting backyard offers seasonal creeks that invite you to miles of hiking trails and beaches. Unwind by the cozy fire, relax in the hot tub or soak up the soothing sounds from the nearby Sandy River. Skiing/snowshoeing/mountain biking/kayaking/waterfalls... a perfect mix of adventure and tranquility.

All About the View- Columbia River Gorge Haven
Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

Tiny Cabin in the Woods | Hot Tub & Alpaca Rescue
Enjoy the charm of staying in a Tiny forest cabin, surrounded by nature and stylishly decorated with thoughtful décor accents. This is a tiny cabin, but has all the essentials that you need for your stay. Great location on the outskirts of town (8 mins from Merlin & 15 mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring, enjoy your hot tub with a wooded view or stargaze by the shared fire pit. Perfect Couples little getaway!

Quaint Tiny House In The Trees. Damascus, Oregon.
150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. We have friendly dogs you may see outside, and we do not allow pets. No smoking in the unit. There is a smoking hut on the property you are free to use should you choose to (bring a container with you to dispose the remnants). SE Portland is a 30 min drive and downtown Portland a 45 min drive. One hour to Mt. Hood, & falls in the Gorge. Pool open 6/15 through 9/5.

The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Premium Second Floor Beachfront Suite - Sleeps 4 -
'Buoy Wonder' is what we call this premium suite oceanfront condo. It can sleep up to four people by way of a California king size bed and a sleeper sofa, has two full bathrooms and a full modern kitchen. This isn't a hotel room, this is a home! The beach access is literally right out the oceanside window. If the weather is stormy, stay inside and watch the waves from the amazing view of the oceanside suite. Don't forget about our indoor heated saltwater pool and dry sauna!
Popular amenities for Oregon rentals with a pool
House rentals with a pool

Sunriver by AvantStay | Modern Home w/ Indoor Pool

Gardner's on Coracle

Walk to Everything! Hot tub, Waterpark passes

Cozy Mt. Hood Cabin

Wind Sailor - Olivia Beach Camp Cabin

Currently unavailable - Pending county Review

Stunning mtn Views, sleeps 14, Hot tub, rec passes

Pano Gorge Views Mid-Mod w/pool&Htub outdoor oasis
Apartment rentals with a pool

Beautiful Sisters Condo - Great location

Walk everywhere. Hot tub. King Condo.

Pool, AC, close to Amphitheater & Old Mill

Sandcastle B4

Seaside condo w/ hot tub & fireplace

Sandcastle Condo Loft

Sunriver Condo, 6 SHARC passes, pool, REC room

Betta’s Cove: 10 steps from the sand
Other holiday rentals with a pool

Ground Floor, Oceanfront Condo- Heart of Nye Beach

Oasis Between City, River & Mountain. Damascus OR

Pet + kid friendly w/ private hot tub!

160) The Tides by the Sea

Delightful Cottage with access to a spa/pool

Pool house with hot tub and extras (year round)

Mahalo Mountain Cabin *Games, Hot Tub & Fire Pit!*

Modern ZigZag Basecamp - Hot Tub - Pups Welcome!
Destinations to explore
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